4-methoxy-N-(morpholinomethylene)aniline | 74530-30-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-methoxy-N-(morpholinomethylene)aniline
• 英文别名: 4-[N-(4-methoxy-phenyl)-formimidoyl]-morpholine；N1,N1-3-oxapentamethylene-N2-(4-methoxy-phenyl)-formamidine；Methanimine, 1-(4-morpholino), N-(4-methoxyphenyl)；N-(4-methoxyphenyl)-1-morpholin-4-ylmethanimine
• CAS: 74530-30-6
• 化学式: C₁₂H₁₆N₂O₂
• 分子量: 220.271
• InChiKey: DRJXBNYVEUZPSE-UHFFFAOYSA-N

物化性质

• 沸点：
  362.5±52.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)
• 保留指数：
  2046

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-甲酰吗啉 、 甲氧苯胺 生成 4-methoxy-N-(morpholinomethylene)aniline
  参考文献：
  名称：

  Oszczapowicz,J. et al., Polish Journal of Chemistry, 1979, vol. 53, p. 2531 - 2537

  摘要：

  DOI：

文献信息

• Amidines. Part 20. Rates of reaction of N,N-dialkylformamide acetals with substituted anilines
  作者：Jerzy Osek、Janusz Oszczapowicz、Witold Drzewiński

  DOI：10.1039/p29860001961

  日期：——

  Rates of reaction of seven N,N-dialkylformamide acetals R12N–CH(OR2)2 with a series of anilines substituted on the phenyl ring have been measured in benzene, methanol, chloroform, and tetrahydrofuran by use of a g.l.c. method. In each case studied reaction is irreversible and obeys a second-order kinetic equation. Reaction rates correlate with Hammett σ constants for substituents on the phenyl ring

  使用glc方法测定了苯，甲醇，氯仿和四氢呋喃中七个N，N-二烷基甲酰胺缩醛R 1 2 N–CH（OR 2）2与在苯环上取代的一系列苯胺的反应速率。。在每种情况下，研究的反应都是不可逆的，并且服从二阶动力学方程。反应速率与苯胺分子苯环上取代基的Hammettσ常数相关。在动力学数据的基础上，讨论了反应机理。
• Insertion of Isocyanides into N−Si Bonds: Multicomponent Reactions with Azines Leading to Potent Antiparasitic Compounds
  作者：Kranti G. Kishore、Ouldouz Ghashghaei、Carolina Estarellas、M. Mar Mestre、Cristina Monturiol、Nicola Kielland、John M. Kelly、Amanda Fortes Francisco、Shiromani Jayawardhana、Diego Muñoz-Torrero、Belén Pérez、F. Javier Luque、Rocío Gámez-Montaño、Rodolfo Lavilla

  DOI：10.1002/anie.201604109

  日期：2016.7.25

  is an efficient activating agent for azines in isocyanide‐based reactions, which then proceed through a key insertion of the isocyanide into a N−Si bond. The reaction is initiated by N activation of the azine, followed by nucleophilic attack of an isocyanide in a Reissert‐type process. Finally, a second equivalent of the same or a different isocyanide inserts into the N−Si bond leading to the final

  三甲基氯硅烷是基于异氰酸酯的反应中嗪类的有效活化剂，然后通过将异氰酸酯键插入N-Si键中来进行。该反应是通过N活化嗪，然后在Reissert型过程中异氰酸酯的亲核攻击而引发的。最后，相同或不同异氰酸酯的第二个等价物插入N-Si键中，形成最终的加合物。在选择性的级联过程后，使用不同的亲核试剂会产生多种α-取代的二氢嗪。基于计算研究，提出了这些反应过程的机械假设。所得产品显示出对布鲁氏锥虫和克鲁氏锥虫的显着活性。，具有良好的类药物特性和安全性。
• Rationally designed conjugated microporous polymers for efficient photocatalytic chemical transformations of isocyanides
  作者：Shaolin Gan、Yan Zeng、Cuifen Lu、Chao Ma、Feiyi Wang、Guichun Yang、Yuexing Zhang、Junqi Nie

  DOI：10.1039/d2cy01393b

  日期：——

  respectively. The polymers with distinct photoelectronic properties are obtained to effectively catalyze the visible light-driven N–H insertion like reaction between amines and isocyanides. In contrast, the S–H insertion of thiols with isocyanides was not detected at all under similar reaction conditions, instead thiocarbamates were obtained. As a heterogeneous photocatalyst, the polymer has also shown

  由于异氰化物的多种合成用途，已经做出了巨大努力来开发用于异氰化物化学转化的无金属、温和且有效的催化体系。在这项工作中，首次报道了由基于点击的共轭微孔聚合物 (CMP) 促进的异氰化物的光催化 N-H 插入反应。我们通过以下方法制备了三种 1,2,3-三唑基 CMP (Ta-Ths)1,3,5-三乙炔基苯与 2,5-双(4-叠氮基苯基)噻吩、2-(3-叠氮基苯基)-5-(4-叠氮基苯基)噻吩和 2,5-双(3-叠氮基苯基)的点击反应噻吩，分别。获得了具有不同光电特性的聚合物，以有效催化胺和异氰化物之间的可见光驱动的 N-H 插入反应。相反，在类似的反应条件下，完全没有检测到硫醇与异氰化物的 S-H 插入，而是获得了硫代氨基甲酸盐。作为一种非均相光催化剂，该聚合物在回收五次后也表现出良好的可重复使用性，而没有明显的活性损失。
• Amidines. Part 31. pK_avalues of N¹,N¹-dialkyl-N²-phenylformamidines in water–ethanol solutions
  作者：Janusz Oszczapowicz、Jolanta Jaroszewska-Manaj

  DOI：10.1039/p29910001677

  日期：——

  The pK(a) values of three series (30 compounds in all) of N1,N1-dialkyl-N2-phenylformamidines (XC6H4N = CH-NRR) have been measured in water-ethanol mixtures. The obtained pK(a) values of the amidines have been correlated with Hammett-type substituent constants and the pK(a) values of the corresponding primary amines determined in the same solvent. The applicability of various sigma-values is discussed and it is shown that, in each case, for substituents on the phenyl ring at the amino nitrogen atom sigma-degrees values should be used. It is found that the slopes of regression lines for correlations with Hammett-type constants depend on the substituents at the amino nitrogen atom, as well as on the solvent.